Picking the Perfect Winter Hat for Your Face

Fall's cooler temperatures signal that it's time for a topper—but don't forget the style potential of your choice, says hat designer Eugenia Kim. "It's the exclamation point to your outfit."

The New York City-based Ms. Kim, who owns about 100 hats herself, is focused on a few key styles this fall. For the trend-conscious, a wide-brimmed fedora can lend a touch of old-school glamour to a modern outfit. "I wear it with black skinny jeans so it feels casual," says Ms. Kim. She also likes to pair such...